Home Rentals | Hilton Head Island

Elevate your trip with a spacious and private Hilton Head rental home. Ideal for large families and groups, our selection of Hilton Head house rentals offers the room, luxury, and privacy that smaller accommodations lack. Find your perfect sanctuary, including stunning oceanfront options, in premier island communities like Sea Pines, Forest Beach, Shipyard, and Palmetto Dunes. Our Hilton Head Island house rentals are equipped with high-end features like private pools, gourmet kitchens, and expansive outdoor areas. When searching for the best accommodations for your group, choose one of our Hilton Head vacation rentals to ensure a relaxing and memorable escape.


Properties Available 70 properties available
101 Oceanwood is a beautifully maintained 4 bedroom, 3 bathroom oceanfront home located in North Forest Beach. This elevated 2 story coastal home provides ample space, ocean views and multiple outdoor spaces. The living area offers comfortable furnishings, a Smart TV and access to the patio with ocean and pool views. The kitchen is outfitted with g
Specials Tag Special
Featured Properties Special

We’ve handpicked some of our favorite vacation rentals and made them even better with a discount! Browse our featured properties and find the perfect place for your next getaway. Availability is limited, so book your stay today and use promo code FEATURED10 to save today!


Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 4 bedrooms
Bathrooms 3 full baths
Guests 8 guests
Rating 5 (1)
Take solace in this bright and inviting 3 bedroom, 3 bathroom home located only a short distance to the beach in the lovely Palmetto Dunes Resort on Hilton Head Island. This alluring Palmetto Dunes home is pet-friendly with a private pool and waterfront dock on the Palmetto Dunes lagoon system.This popular waterfront Hilton Head home offers two liv
Specials Tag Special
Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 3 bedrooms
Bathrooms 3 full baths
Guests 10 guests
Rating 5 (36)
This 5 bedroom, 5.5 bath, single-family Singleton Beach home will be an island oasis that you won't want to leave! This well-equipped home features a private pool, designer decor, and state-of-the-art appliances, as well as double garages and a wide driveway.The first-floor pool level features a cozy sitting room decorated with a tropical motif. **
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Bradley Circle Resurfacing

Beaufort County will be resurfacing Bradley Circle and Burkes Beach road on Hilton Head, starting on September 9th thru September 11th Weather permitting.

Signage will be posted.  Traffic flow and parking should not be interrupted.  Please feel free to call if you have any questions.



Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 5 bedrooms
Bathrooms 5 full baths 1 half bath
Guests 12 guests
Rating 5 (8)
Governors Lane 38, perfectly positioned just minutes from the Sea PÑ–nes front gate, is the epitome of luxury and comfort, designed for those seeking a memorable escape. This tri-level, custom-built home accommodates up to nine guests with five beautifully appointed bedrooms and three and half bathrooms, ensuring everyone has their own space.Step in
Specials Tag Special
Featured Properties Special

We’ve handpicked some of our favorite vacation rentals and made them even better with a discount! Browse our featured properties and find the perfect place for your next getaway. Availability is limited, so book your stay today and use promo code FEATURED10 to save today!


Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 5 bedrooms
Bathrooms 3 full baths 1 half bath
Guests 13 guests
Rating 5 (3)
This inviting four-bedroom, three-bath split-level is the perfect home base for your next family getaway. Just steps from beach access and featuring a newly refinished pool and spa, this property offers the ideal blend of relaxation, comfort, and convenience. Designed with families and groups in mind, it’s perfectly suited for sharing your vacation
Specials Tag Special
Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 4 bedrooms
Bathrooms 3 full baths
Guests 10 guests
Rating 5 (8)
Welcome to 4 Gunnery Lane, a quintessential Sea Pines home! This beautifully outfitted five bedroom, five and half bathroom home offers the comfort and space you deserve for your next family vacation. With multiple living spaces, bedrooms spanning multiple levels and a perfectly private pool area, this home will soon become your go-to Hilton Head g
Specials Tag Special
Featured Properties Special

We’ve handpicked some of our favorite vacation rentals and made them even better with a discount! Browse our featured properties and find the perfect place for your next getaway. Availability is limited, so book your stay today and use promo code FEATURED10 to save today!


Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 5 bedrooms
Bathrooms 5 full baths 1 half bath
Guests 12 guests
Rating 5 (5)
8 Governors Lane is where southern charm meets modern comfort. This beautifully renovated and newly outfitted 3 bedroom, 2.5 bathroom home offers a spacious, open floor plan, luxurious accomodations and a brand new pool and spa for the 2026 season!The living area is comfortably furnished and offers a large Smart TV. The space extends to a sun room
Specials Tag Special
Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 3 bedrooms
Bathrooms 2 full baths 1 half bath
Guests 9 guests
Rating 5 (9)
40 Red Oak is a spacious, meticulously appointed 4-bedroom, 3.5-bathroom home, ideally located near Harbour Town and the famed 12th and 13th holes of the Harbour Town Golf Course. Completely renovated in 2024, this home has all the comforts you’d expect from a premier Hilton Head vacation rental. The main level of the home has an open-concept livin
Specials Tag Special
Featured Properties Special

We’ve handpicked some of our favorite vacation rentals and made them even better with a discount! Browse our featured properties and find the perfect place for your next getaway. Availability is limited, so book your stay today and use promo code FEATURED10 to save today!


Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 4 bedrooms
Bathrooms 3 full baths 1 half bath
Guests 10 guests
Rating 5 (7)
82 North Sea Pines, also known as "Sea Retreat" is a beautifully updated, single level home, located just a short walk to the beach! This 3 bedroom, 2 bathroom spacious vacation spot is dog-friendly and offers quintessential golf course views. As you walk through the front door, you're greeted with lots of natural light and an open-concept floor pl
Specials Tag Special
Featured Properties Special

We’ve handpicked some of our favorite vacation rentals and made them even better with a discount! Browse our featured properties and find the perfect place for your next getaway. Availability is limited, so book your stay today and use promo code FEATURED10 to save today!


Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 3 bedrooms
Bathrooms 2 full baths
Guests 8 guests
Rating 5 (4)
32 Crabline Court is an exquisitely decorated 5 bedroom, 4 bathroom home located in Hilton Head’s Singleton Beach rentals area. It offers a short walk, or bike ride, to Singleton Beach as well as quick access to the beautiful Chaplin Park, shops, restaurants and Hilton Head attractions and activities.Approximately 10 steps up lead to the porch, a g
Specials Tag Special
Bradley Circle Resurfacing

Beaufort County will be resurfacing Bradley Circle and Burkes Beach road on Hilton Head, starting on September 9th thru September 11th Weather permitting.

Signage will be posted.  Traffic flow and parking should not be interrupted.  Please feel free to call if you have any questions.


Bedrooms 5 bedrooms
Bathrooms 4 full baths
Guests 12 guests
Rating 5 (17)
This stunning 6-bedroom, 6.5-bath new construction home sits on a massive lot along the serene 11 Mile Lagoon in Palmetto Dunes. Don’t miss the opportunity to be among the first to enjoy this custom home with its plush furnishings and luxury accommodations! The main level of the home features an open-concept floor plan with cathedral ceilings and E
Specials Tag Special
Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 6 bedrooms
Bathrooms 6 full baths 1 half bath
Guests 12 guests
Rating 5 (18)
Experience the ultimate getaway at 7 Heron, a beautifully renovated single-level home located just seven houses away from the beach. Ideal for a family vacation or a retreat with friends, this luxurious 3-bedroom, 2-bathroom home seamlessly blends upscale comfort with relaxed coastal charm.Step inside to a spacious open-concept layout where everyon
Specials Tag Special
Monthly Rentals

Hilton Head monthly rentals are available from October 1st- April 1st. Avoid the cold weather and live like a local at one of our fully furnished properties. Please call 800.276.8991 for availability & monthly quotes.

Bedrooms 3 bedrooms
Bathrooms 2 full baths
Guests 8 guests
Rating 5 (21)

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